Those are all tests, but sometimes provides good information about what version of Wine they used and which dependencies. Looks like there are some "Gold" ratings for Photoshop, but Office 2016 is rated "Garbage"

I have only used the 64-bit Wine/wineprefix for a few games that required it. I've had some success but in the past it was buggy.

How far did you get with installing Photoshop? Did it install?
You can always post a debug if it crashes upon launch.

Also, you can try searching for msxml6 64-bit online. If Microsoft provides one, you can install it in the wineprefix yourself to test it.

I know about gold rating for Photoshop CC 2015 but it is a 32bits version. So from my point of view such RAM consuming app should be used only in 64bits mode.

I'm from Windows world and i know how much additional RAM for such app is very useful. I migrated to linux last year and i wanted to test PS under wine/POL.

In fact i went nowhere... :D i only created the virtual disk, and POL installs windows librairies at the beginning of the process, so i even did not get to phase where you have to setup the install exe.

therefore it is only in pure POL + wine64 v1.9.19 and msxml6... it does not matter what is the 64 bits app, as i was not able to reach installation program setup phase in POL.

Absolutely agreed. If you are editing a LOT of photos at once, lots of RAM is necessary. 64-bit is totally a good idea. I don't have a copy of Photoshop to test in PlayOnLinux, but 64-bit Wine should work.
Where exactly did it stop during your setup?

If you didn't get to a browse screen, then something must have stopped the manual setup.

I found a trial for Photoshop Creative Cloud. I will have to download it and give it a try in 64-bit virtual drive in PlayOnLinux.

Offically supported CMYK is a long long ways away, but GIMP already has a liquify type feature minus the masking and the zooming. I find it works rather well. Open a picture then look under Filters---->Distorts--->IWarp